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Medway, MA Homes for Sale

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  • 19 Sycamore Way Unit Lot 40, Medway, MA 02053
    19 Sycamore Way Unit Lot 40, Medway, MA 02053
    19 Sycamore Way Unit Lot 40, Medway, MA 02053
    /33

    $1,114,096 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,540 Sq Ft

    19 Sycamore Way Unit Lot 40, Medway, MA 02053

    LAST HOME LEFT! Move in this spring!! Medway's newest opportunity is here, ready for you to reserve your spot in this thoughtfully designed community. Retreat, Cul-de-sac location. The STOWE is centered around an open floor plan w/ gracious space between the K, dining & GR where you will spend much of your time w/ family & friends. SS appliances & quartz counters in the kitchen, along w/ a lg

    Agent Photo

    Michael Guimares Jr

    Conway - Hanover

    (508) 504-8947

    19 Sycamore Way Unit Lot 40, Medway, MA 02053
  • 104 Holliston St, Medway, MA 02053
    104 Holliston St, Medway, MA 02053
    104 Holliston St, Medway, MA 02053
    /42

    $899,900 Open Sat 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,934 Sq Ft

    104 Holliston St, Medway, MA 02053

    Stunning 4+ Bedroom, 3-Bath Colonial is exquisite w/Exceptional Craftsmanship boasting a bright, open floor plan. The vaulted great room features custom crown molding, a gas fireplace, and stunning views of the 1.15-acre backyard. The beautifully updated kitchen is a chef’s dream, elegantly designed with stainless steel appliances, three ovens, custom glass hutches, built-ins, and a cozy

    Linda Dumouchel Realty Executives Boston West

    104 Holliston St, Medway, MA 02053
  • 7 Appleton Way, Medway, MA 02053
    7 Appleton Way, Medway, MA 02053
    7 Appleton Way, Medway, MA 02053
    /42

    $929,000

    • 4 Beds
    • 2.5 Baths
    • 3,118 Sq Ft

    7 Appleton Way, Medway, MA 02053

    Nothing to do but move in to this young, sunny and picture perfect colonial located at the end of a cul-de-sac in a sought after Medway neighborhood. Upon entering this home, you are welcomed by open concept living, hardwood flooring, a working fireplace and an updated kitchen with granite countertops, tile backsplash and stainless appliances. First floor is complete with a half bathroom,

    Michael Lord Capital Realty Group

    7 Appleton Way, Medway, MA 02053
  • 372 Village St, Medway, MA 02053
    372 Village St, Medway, MA 02053
    372 Village St, Medway, MA 02053
    /35

    $839,000 Open Sat 1PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 3,266 Sq Ft

    372 Village St, Medway, MA 02053

    Move right in to this beautiful custom-built Cape that lives like a Colonial! This immaculate home sits on almost an acre of land & offers multiple floor plan options to fit your needs, custom cabinetry & woodwork throughout, incredible sunlight & an abundance of storage. Enjoy a spacious kitchen w/large center island, convenient pantry, eat-in area w/custom curved glass bay window & french doors

    The Allain Group Compass

    372 Village St, Medway, MA 02053
  • 9 Williamsburg Way Unit 9, Medway, MA 02053
    9 Williamsburg Way Unit 9, Medway, MA 02053
    9 Williamsburg Way Unit 9, Medway, MA 02053
    /31

    $650,000 Open Sat 11AM - 12:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,250 Sq Ft

    9 Williamsburg Way Unit 9, Medway, MA 02053

    Don't miss the opportunity to own this stunning move in ready townhome in one of Medway's most desirable condominium subdivisions. Spend time relaxing on your front farmer's porch or your private back deck overlooking conservation land. Hardwood flooring throughout the first floor. Spacious living room w/ gas fireplace. Updated kitchen w/ granite kitchen offers gas cooking and stainless

    Team Rice RE/MAX Executive Realty

    9 Williamsburg Way Unit 9, Medway, MA 02053
  • 116 Winthrop St, Medway, MA 02053
    116 Winthrop St, Medway, MA 02053
    116 Winthrop St, Medway, MA 02053
    /42

    $1,400,000 Open Sat 12:30PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 4,668 Sq Ft

    116 Winthrop St, Medway, MA 02053

    Brand New Stunning Luxury Colonial! Crafted with impeccable attention to detail, this exceptional home showcases top-tier finishes and modern design throughout. The chef’s kitchen features sleek quartz countertops, spacious center island, pot filler above the electric induction range, and built-in beverage fridge—perfect for everyday living and effortless entertaining. The open-concept layout

    Team Rice RE/MAX Executive Realty

    116 Winthrop St, Medway, MA 02053
  • 142 Holliston St, Medway, MA 02053
    142 Holliston St, Medway, MA 02053
    142 Holliston St, Medway, MA 02053
    /42

    $749,900 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    142 Holliston St, Medway, MA 02053

    Set back from the street on a beautifully landscaped half-acre lot, this thoughtfully updated raised ranch offers the perfect balance of comfort, privacy, and convenience. Featuring hardwood floors throughout, the main level includes four bedrooms and two full bathrooms, along with a bright, open kitchen and dining area, a spacious living room, and a tranquil four season sunroom tucked at the

    Peter Loftus William Raveis R.E. & Home Services

    142 Holliston St, Medway, MA 02053
  • 53 Holliston St, Medway, MA 02053
    53 Holliston St, Medway, MA 02053
    53 Holliston St, Medway, MA 02053
    /39

    $699,900 Open Sun 12PM - 2PM

    • 5 Beds
    • 2.5 Baths
    • 3,263 Sq Ft

    53 Holliston St, Medway, MA 02053

    Discover this beautifully updated 11-room home offering over 3,200 sq ft of flexible living space. The first floor features a fireplaced living room, den, sunroom, updated eat-in kitchen, half bath with laundry, and a spacious family room. Upstairs, you’ll find 5 bedrooms, 2 full baths, and a large game room over the two-car garage. Recent updates include the furnace, water heater, two bathrooms,

    Laina Kaplan Realty Executives Boston West

    53 Holliston St, Medway, MA 02053
  • 139 Main St, Medway, MA 02053
    139 Main St, Medway, MA 02053
    139 Main St, Medway, MA 02053
    /30

    $689,900

    • 5 Beds
    • 2 Baths
    • 3,032 Sq Ft

    139 Main St, Medway, MA 02053

    Attention investors! Welcome to this beautifully renovated two family home on large corner lot. Separate driveway /entrances and utilities. New heating, electric and hot water system. Town water and town sewer. New appliances. Close to downtown Medway, Route 495, Franklin commuter rail station, schools, shopping, bankings and restaurants. This home is move-in ready, won't last long!

    Ildete Da Silva Mega Realty Services

    139 Main St, Medway, MA 02053
  • 8 Pheasant Run Rd, Medway, MA 02053
    8 Pheasant Run Rd, Medway, MA 02053
    8 Pheasant Run Rd, Medway, MA 02053
    /42

    $709,900

    • 4 Beds
    • 2.5 Baths
    • 2,373 Sq Ft

    8 Pheasant Run Rd, Medway, MA 02053

    Welcome to this charming 10-room Colonial located in a wonderful neighborhood! This home is ready for you to move right in. The first floor features a spacious living room with new carpet, a fireplaced family room, and a beautifully renovated kitchen that opens to the family room. A formal dining room with hardwood floors and a convenient half bath with laundry complete the main level. Upstairs,

    Laina Kaplan Realty Executives Boston West

    8 Pheasant Run Rd, Medway, MA 02053
  • 29 Willow Pond Cir Unit 29, Medway, MA 02053
    29 Willow Pond Cir Unit 29, Medway, MA 02053
    29 Willow Pond Cir Unit 29, Medway, MA 02053
    /39

    $716,500

    • 2 Beds
    • 2.5 Baths
    • 2,245 Sq Ft

    29 Willow Pond Cir Unit 29, Medway, MA 02053

    Welcome home to the Bluebird Model at Willowside Medway - the town's most popular 55+ community featuring 54 townhomes located along the scenic banks of the Charles River! This free-standing Model home features luxury materials and 2,200+ square feet of amazing space easily adaptable to your own personal decor and lifestyle. From a welcoming front porch, enter the foyer and an open floor plan

    Jeffrey Germagian ERA Key Realty Services-Bay State Group

    29 Willow Pond Cir Unit 29, Medway, MA 02053
  • 39 West St, Medway, MA 02053
    39 West St, Medway, MA 02053
    /2

    $1,400,000

    • Land
    • 1.47 Acres
    • $952,381 per Acre

    39 West St, Medway, MA 02053

    Bret O'Brien Greater Boston Commercial Properties, Inc.

    39 West St, Medway, MA 02053
  • 1 Nirvana Way, Medway, MA 02053
    1 Nirvana Way, Medway, MA 02053
    /2

    $1,295,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,056 Sq Ft

    1 Nirvana Way, Medway, MA 02053

    Wonderful New Construction in Medway. Private home on 6+ acres of pristine land. Summer 2025 delivery. Wonderful open floor plan with over 4000sq ft of living space on three floors. Gorgeous family boasts 11 foot cathedral ceiling. Large custom kitchen with island, stainless steel appliances, Quartz counters, and a full pantry. 2nd floor has separate laundry, and 3 bedrooms with spacious

    Darla Prentice Prentice Realty Group

    1 Nirvana Way, Medway, MA 02053
  • 0 Hill St, Holliston, MA 01746
    0 Hill St, Holliston, MA 01746
    /2

    $500,000

    • Land
    • 10 Acres
    • $50,968 per Acre

    0 Hill St, Holliston, MA 01746

    +9 acre lot. Message listing agent for more information.

    Fahd Khan Keller Williams Realty Boston South West

    0 Hill St, Holliston, MA 01746
Massachusetts Medway

Real Estate & Homes for Sale in Medway, MA

About Medway

Originally spelled “Midway,” the Boston suburb Medway is believed by some to have gotten its name because it’s at the center point between Boston, Worcester and Providence. Others argue that the town is named for the Medway region of England. It’s unanimous among locals, however, that Medway is a great place to attend school, enjoy nature and purchase a home. Sherri Hannon, Director of Programs with the Tri-County Regional Chamber of Commerce, describes the town as “charming, quaint and lovely.”

The average price of a Medway home is between ...

Learn more about living in Medway

Frequently Asked Questions

What is the average home price in Medway, MA?
Homes for sale in Medway, MA have an average home price of $743,665.
How many homes have sold over the last 12 months in Medway, MA?
140 homes have sold in Medway, MA over the last 12 months.
What are the most popular zip codes in Medway, MA?
The most popular zip codes in Medway, MA include 02127, 02116, 02118, 02895 and 02135.
How much do you need to make to afford a house in Medway?
The median home price in Medway is $699,995. If you put a 20% down payment of $140,000 and had a 30-year fixed mortgage with an interest rate of 6.83%, your estimated principal and interest payment would be $3,660 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $157K a year to afford the median home price in Medway.
How are the schools in Medway, MA?
Medway, MA has highly rated public and private schools. Some of the best schools in Medway based on Niche Grades are John F. Kennedy Memorial School, Robert H. Adams Middle School and Franklin High School. Browse all the schools in Medway, MA to learn more.

Home Trends in Medway, MA

On average, homes in Medway, MA sell after 15 days on the market compared to the national average of 47 days. The average sale price for homes in Medway, MA over the last 12 months is $755,196, up 8% from the average home sale price over the previous 12 months.

Home Trends

Median Price (12 Mo)
$707,500
Median Single Family Price
$800,000
Median Townhouse Price
$769,500
Median 2 Bedroom Price
$580,000
Median 1 Bedroom Price
$275,000
Average Price Per Sq Ft
$335
Number of Homes for Sale
11
Last 12 months Home Sales
140
Months of Supply
0.90
Median List Price
$699,995
Median Discount From 1st List Price
-3%
Median Home Sale Price YoY Change
4%
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